Total Rewards Director

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Meet Upside:

We created Upside to help communities thrive! Our retail technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick and mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cash back than any other product, and tens of thousands of brick and mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our local retailers, the consumers they serve, and towards important sustainability initiatives. Our mission, values, and commitment to inclusivity guide our team of more than 300 people worldwide, and the quality of our culture is reflected in the impact we’ve had on communities nationwide. You’ll join a Team whose experience hails from places such as Google, Uber, Amazon, Instacart, Capital One, and MasterCard with proven startup executives and venture capitalists.

Upside was named #2 on Deloitte's 2021 list of Fastest Growing 500 Tech Companies and  #308 in Inc.’s America’s fastest growing private companies of 2022. Upside’s Series D funding was raised in March 2022 and led by General Catalyst at a $1.5 billion valuation. Other investors include Bessemer Ventures and Formation8.

About the job:

As our first Total Rewards Director, you'll be responsible for evaluating, creating, and implementing the day-to-day operations of all employee compensation-related and benefits programs (such as equity, health, dental, vision, short-term disability, life insurance, accident plan, flexible spending plan, etc.). You'll research current and upcoming competitive markets for employee, executive pay, and benefits to continue to ensure that our pay rates are fair and equitable in order to attract and retain top talent. If you have a passion for total rewards, compensation, and benefits and have built a Total Rewards function in both private and public company environments, this opportunity may be the right fit for you!

What you’ll do:

You’ll use your 10+ years of experience in both benefits and compensation, preferably within high tech or SaaS to:

  • Develop and implement Upside’s Global Total Rewards philosophy and strategy that include: programs, compensation, equity, global mobility, benefits, and leave and wellness programs.
  • Deliver the total rewards “story” through the appropriate communication vehicles so our people understand the value of the program, their benefits and how they operate, and all available resources.
  • Establish a benefits methodology and subsequent benefits programs inclusive for all employees that can scale, are cost-effective and competitive.
  • Own the transition from a PEO to bringing benefits and a 401(k) program in-house.
  • Oversee the annual benefit plan renewal activities and the open enrollment process through managing the company’s communication approach and materials for employees.
  • Develop organizational training and feedback sessions to ensure our people have the right level of understanding of our philosophies and programs, while allowing for the opportunity to provide input to our approach.
  • Ensure the company follows all compensation and benefits laws and regulations at the federal and state levels.
  • Advise on marketplace trends and relevant laws to support current programs and future areas of investment

What you need:

  • 10+ years of experience in total rewards, compensation, and benefits
  • Experience building large-scale reward or recognition programs from the ground up, ideally at a technology start-up
  • Experience with equity programs in both a private and public company environment.
  • Global benefit experience includes health and welfare plans, leave management, time off practices, and retirement plans.
  • Experience in high-growth environments with the ability to handle shifting priorities and multitask in a loose-structure, high-expectation environment.
  • The ability to be flexible and creative, comfortable with ambiguity, organized, and detail-oriented.
  • A clear communication style so that you’re able to bridge a big picture vision and a tactical plan that our employees understand at the lowest level of detail
  • An analytical approach, as this role must demonstrate strong analytical and creative problem-solving skills, including statistical analysis and modeling.
  • A deep commitment to customer service and empathy

The fine print:

  • Notice to recruiters and placement agencies: This is an in-house search. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

At Upside, we believe that diversity drives innovation. Our differences are what makes us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives and do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here, come join us!

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Candidate Location Eligibility:
Albuquerque, NM
Ann Arbor, MI
Atlanta, GA
Austin, TX
Baltimore, MD
Baton Rouge, LA
Birmingham, AL
Boise, ID
Boston, MA
Buffalo, NY
Charleston, SC
Charlotte, NC
Chicago, IL
Cincinnati, OH
Cleveland, OH
Colorado, CO
Columbus, OH
Dallas-Fort Worth, TX
Dayton, OH
Des Moines, IA
Detroit, MI
Fayetteville-Springdale-Rogers, AR
Greensboro, NC
Hampton Roads, VA
Hartford, CT
Houston, TX
Huntsville, AL
Indianapolis, IN
Jacksonville, FL
Kansas City, MO
Las Vegas, NV
Lexington, KY
Lincoln, NE
Little Rock, AR
Los Angeles, CA
Louisville, KY
Madison, WI
Memphis, TN
Miami, FL
Milwaukee, WI
Minneapolis–Saint Paul, MN
Nashville, TN
New Orleans, LA
New York City, NY
Ogden, UT
Oklahoma City, OK
Omaha, NE
Orlando, FL
Other US Location
Palm Bay-Melbourne-Titusville
Pensacola, FL
Peoria, IL
Philadelphia, PA
Phoenix – Mesa – Scottsdale, AZ
Pittsburgh, PA
Portland, ME
Portland, OR
Providence, RI
Provo, UT
Raleigh-Durham, NC
Reno, NV
Richmond, VA
Rochester, NY
Sacramento, CA
Salt Lake City, UT
San Antonio, TX
San Diego, CA
San Francisco, CA
San Luis Obispo, CA
Santa Cruz, CA
Seattle, WA
Spokane, WA
St. Louis, MO
Tallahassee, FL
Tampa Bay, FL
Tucson, AZ
Tulsa, OK
Washington DC
Wichita, KS
Wilmington, NC

Technology we use

  • Engineering
  • Product
  • Sales & Marketing
  • People Operations
    • JavaLanguages
    • JavascriptLanguages
    • KotlinLanguages
    • PythonLanguages
    • SqlLanguages
    • ReactLibraries
    • DockerFrameworks
    • KafkaFrameworks
    • KubernetesFrameworks
    • TerraformFrameworks
    • DynamoDBDatabases
    • ElasticsearchDatabases
    • NoSQLDatabases
    • PostgreSQLDatabases
    • SnowflakeDatabases
    • AWS (Amazon Web Services)Services
    • GitHubServices
    • Google AnalyticsAnalytics
    • LookerAnalytics
    • TableauAnalytics
    • FigmaDesign
    • InVisionDesign
    • AsanaManagement
    • ConfluenceManagement
    • Google DriveManagement
    • Google DocsManagement
    • JIRAManagement
    • WebflowCMS
    • DocuSignCRM
    • HubSpotCRM
    • LinkedIn SalesNavigatorCRM
    • OutreachCRM
    • SalesforceCRM
    • Postal.ioCRM
    • LookerCRM
    • IterableLead Gen
    • HighspotLead Gen
    • Matik Lead Gen
    • GongLead Gen
    • HubspotLead Gen
    • Google HangoutsCollaboration
    • SlackCollaboration
    • BambooHRProject Management
    • CultureAmpProject Management
    • GreenhouseProject Management

What are Upside Perks + Benefits

Upside Benefits Overview

Health, vision & dental insurance
Unlimited vacation
Free lunch & snacks at the office
Employee stock option plan
Dog-friendly workplace

Culture
Volunteer in local community
Partners with nonprofits
Open door policy
OKR operational model
Team based strategic planning
Open office floor plan
Employee resource groups
Employee-led culture committees
Quarterly engagement surveys
Hybrid work model
In-person all-hands meetings
In-person revenue kickoff
Flexible work schedule
Remote work program
Diversity
Documented equal pay policy
Mandated unconscious bias training
Diversity manifesto
Mean gender pay gap below 10%
Diversity employee resource groups
Hiring practices that promote diversity
Diversity recruitment program
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Pet insurance
Wellness programs
Team workouts
Mental health benefits
Abortion travel benefits
Financial & Retirement
401(K)
Company equity
Performance bonus
Pay transparency
Child Care & Parental Leave Benefits
Childcare benefits
Generous parental leave
Family medical leave
Adoption Assistance
Restricted work hours
Fertility benefits
Vacation & Time Off Benefits
Unlimited vacation policy
Generous PTO
Paid volunteer time
Paid holidays
Paid sick days
Flexible time off
Bereavement leave benefits
Company-wide vacation
Office Perks
Commuter benefits
Company-sponsored outings
Free daily meals
Free snacks and drinks
Some meals provided
Company-sponsored happy hours
Pet friendly
Fitness stipend
Home-office stipend for remote employees
Professional Development Benefits
Job training & conferences
Lunch and learns
Promote from within
Online course subscriptions available
Customized development tracks
Virtual coaching services

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